An efficient synthesis and antimicrobial evaluation of some new pyrazoline, pyrimidine and benzodiazepine derivatives bearing 1,3,5-triazine core

ABSTRACT. In our present investigation a new class of diverse sets of acetyl pyrazolines (6a-e), amino pyrimidines (7a-e) and 1,5-benzodiazepines (8a-e) bearing 1,3,5-triazine core were synthesised from chalcones (5a-e). Treatment of chalcone with hydrazine hydrate, guanidine hydrochloride and o-phenylenediamine afforded the corresponding acetyl pyrazoline, amino pyrimidine and 1,5-benzodiazepine derivatives respectively. The structures of all the newly synthesised compounds were assigned on the basis of FTIR, 1 H NMR, 13 C NMR, mass spectral data as well as elemental analysis. In vitro antimicrobial proficiency of the title compounds were assessed against selected pathogens S. aureus MTCC 96, S. pyogeneus MTCC 442, E. coli MTCC 443 and P. aeruginosa MTCC 1688 bacteria for antibacterial activities as well as antifungal activities against C. albicans MTCC 227, A. niger MTCC 282 and A. clavatus MTCC 1323 were used. The minimum inhibitory concentration (MIC) was determined by broth dilution method and recorded at the lowest concentration inhibiting growth of the organism. Among the synthesised compounds 6b, 6c, 7b, 8b, 8d and 8e exhibited excellent antimicrobial activity and said to be the most proficient members of the series

Synthesis of chalcones, pyrazolines, amino pyrimidines and pyrimidinethiones as antibacterial agents

1580-15842-Phenylamino-4-(3'-fluorophenylamino)-6-(4'-acetylphenyl-amino)-s-triazine 5 on treatment with aromatic aldehydes yields chalcones 6a-f, which on cyclization with hydrazine hydrate, guanidine nitrate and thiourea give the corresponding pyrazolines 7a-f, amino pyrimidines 8a-f and pyrimidinethiones 9a-f, respectively. The synthesized compounds are screened for their antibacterial activity

Chalcones, pyrazolines and aminopyrimidines as antibacterial agents

1442-14462,4–Bis-ethylamino-6-[4'-{3"-(substitutedphenyl/2'"-furanyl)-2"-propenone-1"-yl} phenyl amino]-s-triazine 5a-d have been prepared by treating ketone 4 with different substituted aromatic and heterocyclic aldehydes in the presence of alkali. These chalcones 5a-d on cyclisation with hydrazine hydrate and guani­dine nitrate to form pyrazolines 6a-d and aminopyrimidines 7a-d respectively. The structures of the synthesized compounds have been established on the bases of IR, 1H NMR and elemental analysis. The compounds have been evaluated for antibacterial activity against E. coli, S. paratyphi-A, S. aureus and B. subtilis

Synthesis of pyrazolines, isoxazolines and aminopyrimidines as biological potent agents

517-522Chalcones, 2-phenylamino-4-(4'-fluorophenylamino )-6-[4'-{3"-(phenyl/substituted phenyl/2"'- furanyl/3'"-pyridinyl)-2"- propenon-1<span style="mso-bidi-font-family: Arial;mso-bidi-language:HI">"-y1} <span style="mso-bidi-language: HI">phenylamino]-s-triazines 6a-j have been prepared from ketone 5 based on s-triazine nucleus. These chalcones 6a-j on cyclisation with hydrazine hydrate, hydroxylamine hydrochloride and guanidine nitrate give the corresponding pyrazolines 7a-j, isoxazolines 8a-j and aminopyrirnidines 9a-j, respectively. Antimicrobial activities of all synthesized compounds have been performed by using cup-plate method against bacteria and by using poisoned food technique against fungi. The constitutions of newly synthesized compounds have been established on the basis of elemental analysis, IR and <span style="mso-bidi-font-family:Arial; mso-bidi-language:HI">1<span style="mso-bidi-font-family:Arial; mso-bidi-language:HI">H NMR spectral data. </span

Synthesis of some novel chalcones, pyrazolines, aminopyrimidines and their antimicrobial study

1448-1453Some new chalcones, 2,4 bis (tetrahydro-1,4-oxazine)-6-[4'-{3''-(substituted phenyl)-2''-propenon-1''-yl} phenyl amino]-s-triazine 6a-f have been achieved by the reaction between 2,4-bis-(tetrahydro-1,4-oxazine)-6-(4'-acetylphenylamino)-s-triazine<b style="mso-bidi-font-weight: normal"> 5 and different aromatic aldehydes, which on cyclisation with hydrazine hydrate in the presence of acetic acid give acetyl pyrazolines 7a-f. Chalcones <b style="mso-bidi-font-weight: normal">6a-f on cyclisation with guanidine hydrochloride in the presence of alkali give aminopyrimidines 8a-f. The characterization of newly synthesised compounds is based on IR, 1H NMR spectral data as well as elemental analysis. All the synthesised compounds have been screened for their antimicrobial activity

Synthesis and characterization of some novel isoxazoles and 1,5-benzothiazepines bearing s-triazine nucleus

473-476The title compounds 7a-d and 8a-d have been prepared starting from chalcones 6a-d having s-triazine nucleus. These chalcones 6a-d on cyclisation with hydroxylamine hydro- chloride in presence of alkali and 2-aminothiophenol in presence of a few drops of glacial acetic acid give isoxazoles 7a-d and 1,5-benzothiazepines 8a-d respectively. All the products have been characterized by elemental analysis, IR, 1H NMR and LCMS data

Synthesis and studies of some novel s-triazine based aminopyrimidines, isoxazoles and 1,5-benzothiazepines

1707-1712An elegant synthesis of the titled compounds 7a-e, 8a-e and 9a-e have been presented starting from chalcones 6a-e based on s-triazine nucleus. These chalcones 6a-e on cyclisation with guanidine nitrate and hydroxylamine hydrochloride in the presence of alkali give aminopyrimidines 7a-e and isoxazoles 8a-e respectively. Further these chalcones 6a-e on cyclisation with 2-aminothiophenol in the presence of few drops of glacial acetic acid give 1,5-benzothiazepines 9a-e. All the products obtained from these reactions are characterized by elemental analysis, IR, ¹H NMR and mass spectral data

Yogesh Prajapat 1.pmd

ABSTRACT Chalones, 2,4-bis-(4&apos;-flurophenylamino)-6-[4&apos;-{3&quot;-(substituted phenyl/2&quot;&apos;-furanyl)-2&quot;-propenon-1&quot;-yl} phenylamino] s-triazine (6a-e) have been prepared from ketone (5) on treatment with different aromatic/hetarocyclic aldehydes. These chalcones on cyclisation with guandiine nitrate in presence of alkali and malononitrile in presence of ammonium acetate give the corresponding aminopyrimidine (7a-e) and cyanopyridine (8a-e) derivatives respectively. All the synthesized compounds have been screened for their antibacterial activity against S. aureus (MTCC 96), B. subtilis (MTCC 441), E. coli (MTCC 443) and S. paratyphi-B. (MTCC 733). The structure of the synthesized compounds have been established on the basis of their elemental analysis and spectral studies

A Solankee 2.pmd

ABSTRACT 2-(Substitutedphenyl/ 2&quot;-furanyl / 2&quot;-thienyl)-3-(2&apos;-ethylthiophene)-4-thiazolidinones (IIa-e) have been synthesized by cyclocondensation of thioglycolic acid with different Schiff-bases (Ia-e), which in turn were prepared by the action of different aromatic and heterocyclic aldehydes with thiophene-2-ethylamine. Cyclocondensation of Schiff-bases (Ia-e) with thiolactic acid resulted 2-(substitutedphenyl / 2&quot;-furanyl / 2&quot;-thienyl)-3-(2&apos;-ethylthiophene)-5-methyl-4-thiazolidinones (IIa-e). The structure of newly synthesized compounds have been confirmed on the basis of IR, 1 H NMR spectral data and physical data. Key words: Schiff-bases, thioglycolic acid, thiolactic acid, 4-thiazolidinones, spectral data. EXPERIMENTAL All melting points were determined in open capillary and are uncorrected. The IR spectra were recorded on Perkin-Elmer 237 spectrophotometer

<i>In vitro</i> antimycobacterial and antimicrobial activity of some new pyrazoline, isoxazole and benzodiazepine derivatives containing 1,3,5-triazine nucleus <i>via</i> chalcone series

1277-1287In the present study, three new combinatorial libraries of substituted phenyl pyrazoline 5a-e, isoxazole 6a-e and 1,5-benzodiazepine 7a-e derivatives have been synthesised via the reaction of chalcone 4a-e with phenylhydrazine hydrochloride, hydroxylamine hydrochloride and o-phenylenediamine respectively. The structures of all the newly synthesised compounds have been assigned on the basis of FTIR, 1H and 13C NMR, LC-MS, and elemental analysis. The title compounds have been screened for their preliminary in vitro antimicrobial activity against a panel of pathogenic strains S. aureus, S. pyogenus, E. coli, P. aeruginosa, C. albicans, A. niger and A. calavatus. Most of the compounds show appreciable antimicrobial activity against the tested strains. Compounds 8b, 8c, 9b, 9d, and 9f are considered as the best desired bioactive antimicrobial analogues of the series. In vitro antimycobacterial activity for all the synthesised compounds has been carried out against Mycobacterium tuberculosis H37 Rv. Compounds 5a, 6d and 7b display promising antimycobacterial activity